Sodium Hydroxide → Cetyl glycidyl ether

HRID 1591026Notes

Reaction equation

HRID 1591026 reaction equation
[CH2:1]([O:17][CH2:18][CH:19]([OH:22])[CH2:20]Cl)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[OH-].[Na+]>O>[CH2:18]([O:17][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH:19]1[O:22][CH2:20]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 124588591-Chloro-3-(hexadecyloxy)propan-2-ol

Product 1

HCID 61823Cetyl glycidyl etherYield 60%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of 3-chloro-2-hydroxypropyl hexadecyl ether (10 g, 0.0311 moles in 20 mls water at 90° C. under argon was added a 50% solution of sodium hydroxide (1.37 g, 0.0343 moles) in 10 mls water over 15 minutes. The reaction was heated under the same conditions for 3 additional hours. Sample was purified by distillation (yield=60%). Upon cooling a white solid formed.

Workup

  1. temperatureThe reaction was heated under the same conditions for 3 additional hours
  2. distillationSample was purified by distillation (yield=60%)
  3. temperatureUpon cooling a white solid
  4. customformed

Sources & evidence

ORD record
ord-b74ad81f0a024cbcabd95b46d281b5b4
Source dataset
uspto-grants-1993_04
Patent number
US05206020

Reaction notes

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